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$474,900
5 Beds 5 Baths
Beautifully Updated 5-Bedroom, 4.5-Bath Home with Two Primary Suites! This beautifully updated home offers an incredible amount of space, a flexible floor plan, and major recent improvements throughout. The heart of the home is the gorgeous new kitchen, featuring white shaker soft-close cabinetry, stainless steel appliances, quartz countertops, and a large center island that’s perfect for gatherings and entertaining. The kitchen opens to a spacious living area filled with natural light, creating a bright and welcoming space. One of this home’s standout features is its two primary suites—one conveniently located on the main level and another upstairs. The first-floor suite provides an excellent option for an in-law suite, multigenerational living, or anyone looking for main-level bedroom and bathroom accommodations. Major improvements include two brand-new heat pumps, a new hot water heater, new insulation in the attic and crawlspace, all-new lighting throughout, and several new windows. The architectural-shingle roof is less than 10 years old. Need even more space? The unfinished basement with high ceilings provides plenty of room for a workshop, storage, or the opportunity to finish it in the future for additional living space. Outside, enjoy the 100' L x 50' W sized lot with a newly paved off-street parking, a fenced backyard, and a beautiful covered front porch that’s perfect for relaxing. With 5 bedrooms, 4.5 bathrooms, two primary suites, a stunning updated kitchen, and extensive recent improvements, this home delivers a combination of space and versatility that’s hard to find in Pasadena. Where else can you find 5 bedrooms and 4.5 bathrooms in Pasadena at this price? Come see everything this home has to offer!

706 203rd St, Pasadena

Listing courtesy of ABR. Contact: 4102127332

$624,900
5 Beds 3 Baths
PRICE REDUCED! Welcome to Boulevard Park! This beautifully maintained home offers a spacious and functional layout with features designed for comfortable everyday living. The main level welcomes you with a large living room featuring new laminate plank flooring, a formal dining room, and a kitchen with stainless steel appliances. Heated floors in the kitchen, dining room, and upper-level bathrooms provide added comfort throughout the home. The upper level offers five generously sized bedrooms and two full bathrooms, providing plenty of space for family, guests, or a home office. The lower level adds even more living space with a cozy family room featuring a wood-burning stove, a convenient powder room, laundry and utility area, and access to a large crawl space with a sump pump for additional storage. Step outside to a spacious backyard designed for relaxation and entertaining. The brand-new partially fenced yard (August 2026) offers the perfect balance of privacy and open space, while the fire pit creates an inviting gathering area for evenings with family and friends. Additional outdoor features include a storage shed and a charming treehouse, adding both convenience and character. With plenty of room for recreation, gardening, and outdoor activities, this backyard provides endless opportunities to enjoy every season. A rare feature of this property is its private backdrop of 389 acres of county-owned wooded land, offering beautiful views, added privacy, and a peaceful natural setting. RECENT UPDATES INCLUDE: Finished 5th bedroom (2025), Carpet on Upper Levels (August 2026), LVP Planked Flooring in Living Room (August 2026) 1-year AHS Home Warranty Included! Don’t miss the opportunity to make this Boulevard Park home your own. Schedule your showing today!

204 Kentucky Ave, Pasadena

Listing courtesy of Berkshire Hathaway HomeServices Homesale Realty. Contact: (800) 383-3535

$949,000
5 Beds 5 Baths
Close your laptop for a moment and picture this instead. It's Saturday morning. Sunlight pours through the windows as fresh coffee brews in the kitchen. The doors are open to a gentle breeze, the dogs are already racing across the backyard, and your biggest decision today is whether to spend the afternoon gardening, hosting friends on the deck, throwing a football across the lawn, or doing absolutely nothing at all. This is what life feels like at 1499 Westcliff Drive. Perfectly positioned on 1.59 beautifully wooded acres in one of Pasadena's most sought-after neighborhoods, this extraordinary residence offers nearly 5,000 finished square feet designed around something far more valuable than square footage—it was designed around the way people truly want to live. Beautifully maintained and extensively updated, the home offers the confidence and convenience of major improvements already completed, including a beautifully renovated kitchen (2020), roof replacement (2021), HVAC replacement (2018), well replacement (2009), driveway replacement (2015), and fresh interior paint and carpeting. From the moment you step inside, soaring cathedral ceilings, dramatic skylights, and walls of windows flood the home with natural light. Every space feels bright, open, and effortlessly welcoming, creating an atmosphere that's impressive enough for entertaining yet comfortable enough for everyday living. At the heart of the home is the stunning renovated gourmet kitchen. Completed in 2020, it features premium appliances, abundant cabinetry, generous prep space, and timeless finishes. Holiday dinners become traditions here. Birthday cakes are decorated at the island, friends linger long after dinner is finished, and Sunday mornings begin with pancakes, coffee, and conversations that somehow last for hours. The adjoining family room, anchored by a warm fireplace, naturally becomes the place where everyone ends up. Nearby, elegant formal living and dining rooms stand ready for everything from intimate dinner parties to Thanksgiving with the entire family. Then, almost effortlessly, life moves outdoors. The expansive deck becomes the backdrop for summer cookouts, milestone celebrations, and evenings beneath a sky full of stars. The screened porch offers a quiet escape for morning coffee, afternoon rainstorms, or a favorite book at sunset. Beyond it lies one of the property's greatest luxuries—a sprawling, level backyard surrounded by mature trees. There's room to envision a pool, spectacular gardens, an outdoor kitchen, a fire pit, or simply an incredible stretch of lawn where children play and dogs run. As life evolves, this home evolves with you. A spacious main-level bedroom and full bath provide exceptional flexibility for long-term guests, multi-generational living, or the convenience of main-level living. The fully finished walk-out lower level adds another remarkable dimension to the home. Complete with its own kitchen, it provides tremendous flexibility for extended family, private guest accommodations, recreation and entertaining space, a home gym, media room, or an exceptional secondary living area. And while the home itself is remarkable, its location makes it even more compelling. Set within a peaceful, established community, you'll enjoy the privacy and breathing room of a 1.59-acre homesite while remaining convenient to marinas, waterfront parks, dining, shopping, schools, and commuter routes to Annapolis, Baltimore, Fort Meade, and Washington, D.C. Some homes simply provide shelter. Others become the backdrop for life's most meaningful moments. 1499 Westcliff Drive offers nearly 5,000 finished square feet, 1.59 acres, substantial recent improvements, exceptional indoor and outdoor living, and the flexibility to accommodate the way you live today—and the way you may want to live tomorrow. This is more than an exceptional home. It's the place where your next chapter begins.

1499 Westcliff Dr, Pasadena

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686

$1,795,000
5 Beds 5 Baths
Nestled on a private peninsula, accessed through a new private automatic gated entrance, this exceptional multigenerational waterfront estate is situated on a gated 1.4-acre lot and includes an additional separately deeded 0.379-acre parcel. Offering an easy commute to Baltimore and Annapolis, this one-of-a-kind property combines luxury, privacy, and resort-style living with breathtaking Chesapeake Bay waterfront views. The thoughtfully designed main residence offers approximately 2,992 square feet of above-grade living space, plus an additional 432 square feet of finished lower-level space. Featuring three spacious bedrooms and four full bathrooms, the home showcases elegant finishes and a layout designed for both comfortable everyday living and effortless entertaining. A charming, detached guest house provides exceptional accommodations with two bedrooms and one full bathroom, making it ideal for extended family, overnight guests, or a private residence for visitors. Designed for those who embrace the waterfront lifestyle, the private deep-water pier features a boathouse, a 20,000-pound boat lift, a 10,000-pound boat lift, and a dedicated jet ski lift, providing direct access to boating, fishing, and endless days on the water. The expansive grounds are complemented by numerous outdoor amenities, including an outdoor kitchen with granite counter tops, built in refrigerator, grill/smoker and a separate eye for steamer crabs. There is also a garden shed with electricity, durable Hardie Plank siding, Trex decking, and a deck equipped with convenient lighting timers. Inside, the spacious primary suite is a true retreat, offering stunning water views, an oversized walk-in closet, and a luxurious en-suite bathroom featuring a jetted soaking tub, separate shower, dual vanities, and a private water closet. Wake each morning to breathtaking waterfront sunrises from the comfort of your own bedroom. The well-appointed kitchen features granite countertops, a new refrigerator, a new microwave, and a dishwasher, creating a functional and inviting space for cooking and gathering. Recent improvements throughout the property include a new roof, two of the three HVAC units replaced, a completely redone hall bathroom, new washer and dryer, new ADT security system with touchscreen controls, new insulation throughout, new windows in great room and office, water leak detection, smoke and carbon monoxide detectors, a new pump for the koi pond, freshly power-washed pier decking, new water lines at the dock, new electrical service to the boat lifts, updated lighting fixtures throughout, new concrete flooring in the basement, a new exterior door, and beautifully renovated hall bathroom and bedroom Two. This home has some other incredible features such as gas fireplaces and custom interior accent walls in the foyer and primary bedroom. The large primary bedroom has an incredible walk-in closet, large primary bath with a jacuzzi tub, toilet room, dual sinks and separate shower. With its expansive waterfront setting, premium boating amenities, versatile guest accommodations, extensive updates, and the added value of a separately deeded lot, this extraordinary estate presents a rare opportunity to own a private waterfront sanctuary where timeless elegance meets the Chesapeake lifestyle.

300 Magothy Bridge Rd, Pasadena

Listing courtesy of Engel & Volkers Annapolis. Contact: (443) 292-6767

$799,755
5 Beds 4 Baths
Beautifully renovated Colonial/Cape Cod nestled on a serene wooded lot with professionally designed landscaping. This exceptional home offers a sought-after first-floor principal bedroom suite and an impressive open floor plan perfect for everyday living and entertaining. Step inside to a dramatic two-story foyer and a stunning two-story family room featuring a gas fireplace with mantel and a beautiful palladium window that fills the space with natural light. The spacious eat-in kitchen, fully renovated in 2023, boasts a large island, quartz countertops, upgraded appliances, double ovens, and an oversized walk-in pantry. Just off the breakfast nook, sliding doors lead to a 34x16 maintenance-free deck overlooking the beautifully landscaped backyard — ideal for outdoor entertaining and relaxing. The generously sized laundry room, conveniently located between the kitchen and garage, includes a stainless steel utility sink. The expansive main-level principal suite features crown molding, a luxurious spa-like bath, and an impressive 13x6 walk-in closet. Upstairs, the oversized loft was originally designed to serve as an additional primary bedroom and offers endless flexibility. Two additional spacious bedrooms share a full bath. The finished walk-out basement offers exceptional additional living space, including a fourth bedroom with glass French doors, a full bath, office, and a bright recreation room with windows and French doors leading to a 20x17 patio. There is also an abundance of storage space, including a dedicated 24x15 storage room. Additional highlights include plantation shutters on all windows and sliders, newer hardwood flooring, new washer and dryer, and numerous major system updates completed between 2020–2024, including the sump pump, water heater, water conditioning system, well pump, and main-level heat pump.

184 Hickory Point Rd, Pasadena

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: (410) 544-4000

$799,900
5 Beds 4 Baths
Set on a tree-lined, one-acre lot in Pasadena’s Lake Shore community, 148 Waldo Road brings together a beautifully renovated custom home, flexible living space and an outdoor setting built around a freeform in-ground pool. Inside, natural light fills the open main level, where hardwood floors, high ceilings and a stone fireplace give the living area warmth and character. The kitchen features granite countertops, a peninsula with bar seating, stainless steel appliances and plenty of cabinetry. The spacious primary suite has vaulted ceilings, a generous walk-in closet and an en suite bath with an oversized soaking tub. Downstairs, a large recreation room adds a living area, bedroom, full bath, small kitchen and private entrance. That gives the home extra flexibility for extended stays, movie nights or game days without crowding the main level. Out back, the concrete pool reaches 8 feet at the deep end, with curved entry steps leading into the water and propane heating to stretch the season. A broad paver terrace, additional decking and perimeter fencing create room to swim, sit and spend the day outside beneath the mature trees, and a dedicated pool bath keeps wet feet out of the main living spaces. The decking, pavers and fencing were replaced about five years ago, and the filter was serviced with new grids in 2025. Lake Shore community water access adds another way to enjoy the outdoors, with access for kayaks, canoes and small boats. The property’s driveways were blacktopped in 2015, replacing their former dirt surfaces, and the home is convenient to nearby shopping, dining and major commuter routes.

148 Waldo Rd, Pasadena

Listing courtesy of Compass. Contact: (410) 429-7425

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